Cheltenham Holidays

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Your Cheltenham Holiday

Reserve a Cheltenham holiday package and prepare to experience the best of this city. Consider staying in the neighbourhood of Montpellier, which is good for bars and pubs, dining and cafes. Every trip to Cheltenham needs a well-designed itinerary. Fill yours with big-name attractions like Cheltenham Racecourse, Sudeley Castle and Cheltenham Town Hall. Whoever you're escaping with and whatever the size of your budget, your ultimate Cheltenham holiday is only clicks away with Expedia.

Cheltenham Holiday

Cheltenham Essential Information

Language
English
Currency
British pounds sterling
Population
116,400
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

Our pick of the best Cheltenham Hotel Deals

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
AU$150
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Everything was great - no issues. Car parking was also well integrated but it appeared to be only 24hr blocks. Might be handy if you arrive early to be able to get 26 or 30 if exploring the next day. Room was large and airy, nicely decorated and bathroom was clean and well appointed with everything ..."

Reviewed on 26 Aug 2026

Queens Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
AU$130
27 Sept - 28 Sept
includes taxes & fees
Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
AU$151
27 Sept - 28 Sept
includes taxes & fees
8.4/10 Very good! (1,028 reviews)
"Lovely welcome great choice at breakfast and a nice pool A lovely place to celebrate our pearl wedding anniversary"

Reviewed on 27 Aug 2026

Leonardo Hotel Cheltenham
See all 1,290 properties in Cheltenham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
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pet friendly holidays
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Spa Holidays
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Stay near popular Cheltenham attractions

A rural landscape with a large open field, a small village, and distant hills.

Cheltenham Racecourse

9.0/10 (199 reviews)
Experience the pinnacle of British horse racing at this historic venue, home to the prestigious Cheltenham Festival. Watch champion thoroughbreds compete while enjoying upscale hospitality.
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An ancient stone structure surrounded by lush greenery and purple flowers.

Sudeley Castle

9.0/10 (101 reviews)
Explore the 1,000-year-old royal castle, final resting place of Queen Katherine Parr, Henry VIII's last wife. Wander through ten award-winning gardens with over 80 rose varieties set against the Cotswold Hills.
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A Tudor-style house surrounded by stone walls and lush greenery.

Chedworth Roman Villa

8.6/10 (32 reviews)
This elaborate Roman villa showcases Britain's ancient luxury with intricate mosaics and hypocaust heating systems. Walk the elevated pathways for close-up views of remarkable floor artistry preserved from antiquity.
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A stone bridge over a canal with a reflection in the water, surrounded by trees and blooming pink flowers.
Photo by Brian Flanagan

Pittville Park

9.0/10 (48 reviews)
Cheltenham's largest ornamental park showcases a Grade I listed Pump Room and tranquil lakes dating to 1825. Enjoy boating, tennis, or simply wander through manicured gardens before relaxing at the lakeside café.
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A stone building with multiple chimneys, surrounded by a well-maintained garden with flowers and a stone wall.

The Model Village

8.6/10 (39 reviews)
Step into a one-ninth scale replica of Bourton-on-the-Water, meticulously crafted from local Cotswold stone. Peek through tiny church windows to glimpse carved pews as choir music plays in this charming miniature world.
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Cotswold Countryside Collection

9.0/10 (45 reviews)
This collection showcases the quintessential English countryside with honey-colored stone villages and rolling hills. Explore charming tea rooms, historic manor houses, and winding footpaths through idyllic landscapes.
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Cotswold Farm Park

8.8/10 (34 reviews)
At Adam Henson's Cotswold Farm Park, rare British breeds find sanctuary. Feed Highland cattle, cuddle lambs, or watch farming demonstrations in this hands-on countryside experience.
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Prescott Speed Hill Climb

7.8/10 (6 reviews)
Set in the Cotswold countryside, Prescott Speed Hill Climb thrills motorsport enthusiasts with its challenging 1,127-yard track. Visitors can mingle with drivers and witness vintage cars tackle the famous hairpin bend.
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What to do in Cheltenham

Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

AU$188
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Churchill War Rooms & Blenheim Palace

Churchill War Rooms & Blenheim Palace Day Trip from London

AU$135
per adult
80% of travellers recommend
Churchill War Rooms & Blenheim Palace Day Trip from London
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

AU$182
per adult
98% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
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Frequently asked questions

How much does a Cheltenham holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday to Cheltenham costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cheltenham?
If you'd like to score a cheap Cheltenham holiday package, consider visiting in December, January and February. You'll generally find better rates on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Cheltenham?
To fully enjoy a Cheltenham holiday, we suggest booking for 2 days. Divide your time between visiting Cheltenham Playhouse, Winchcombe Folk and Police Museum and other must-see attractions, on top of experiencing neighbourhoods like Barnwood and Shurdington. If you've got some time to spare, add a tour or day trip to your Cheltenham holiday itinerary.
Is it worth booking a holiday package to Cheltenham?
It's no wonder a Cheltenham holiday is on the must-do list of many travellers. Major attractions like Cheltenham Racecourse are just the start of things to see and do here.
How to find the best Cheltenham package deals?
Use Expedia's filter tool to help you find some tempting Cheltenham package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cheltenham package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Cheltenham holiday as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored holiday package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Cheltenham?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cheltenham holiday.
How to plan a trip to Cheltenham?
  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cheltenham.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Cheltenham.
  3. Set the duration of your trip: Start by listing all the attractions you want to experience in Cheltenham. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Cheltenham holiday package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.